Kristy Kerin
On July 1, 2021 Kristy Kerin became Brewster Academy’s 13th Head of School. She is the first woman in the school’s two-century history to hold this position.
Kerin joined Brewster in May 2011 as Director of Advancement. In July 2017, she was named an Assistant Head of School, taking on oversight of institutional strategy work for the Academy while continuing to oversee the advancement division. She played pivotal roles in designing and launching two capital campaigns, including “Our Watershed Moment: The Campaign for Brewster,” the Academy’s largest and most successful campaign to date. Kristy helped implement an integrated approach to outreach that maximizes the reach of Brewster’s Admissions, Advancement, and Communications efforts.
Moving into the role of Associate Head of School in 2019, Kerin continued to lead Brewster’s strategy process, a vanguard approach designed to push leadership deeper into the organization and engage a wide variety of stakeholders in generating innovative new ideas to serve students and extend the influence of the Brewster Model, the school’s unique approach to education. During this time, she also served in an executive leadership role for the global campus project, working with the founding team to envision and execute on Brewster’s first international campus in Madrid, Spain, opening for the 2023-24 school year.
Kerin is a graduate of Middlebury College in Vermont, with a B.A. in American Civilization and a Japanese Studies minor. She holds a Master of Arts in International Education Management from the Middlebury Institute of International Studies.
Formerly an internationally ranked high jumper, Kristy competed in the 2004 U.S. Olympic Trials and was inducted into the NCAA Division III Athletic Hall of Fame in 2016. She was subsequently inducted into the Halls of Fame at Leicester High School and Middlebury College. Kristy lives on campus with her spouse David, their three children, Matthew '26, Daniel, and Joanna, and dog, Fred.